IAD to MDW (Washington to Chicago) Flights

Last Minute Flights from IAD to MDW

Best airfare and ticket deals for IAD to MDW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
IADChicagoApril 26 to May 3$431
*Prices include taxes and fees

Cheapest IAD to MDW Flights

Best airfare and ticket deals for IAD to MDW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
IADChicagoMay 26 to May 29$167
IADChicagoAugust 6 to August 13$178
IADChicagoAugust 6 to August 10$193
IADChicagoMay 26 to May 28$197
*Prices include taxes and fees
IAD to MDW Flight Details
Origin airport
Washington Dulles Intl.
Origin airport IATA code
IAD
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
575 mi

Frequently asked questions

Which airlines with flights from Washington, DC Airport (IAD-Washington Dulles Intl.) to MDW allow free cancellation due to COVID-19?
We’ve made it easy to find fares with cancellation flexibility due to COVID-19. After you’ve entered the dates you’d like to travel, simply click on the “No change fee” check box. It’s right under the “Flexible change policies” heading to the left. As always, remember to read the airline’s terms and conditions thoroughly before reserving your seats from Washington, DC Airport (IAD-Washington Dulles Intl.) to Chicago, IL Airport (MDW-Midway Intl.).
What airlines fly direct from IAD to MDW?
Enjoy a worry-free plane trip from takeoff to landing with Southwest Airlines (WN). This sought-after airline advertises 78 nonstop flights on the route from Washington, DC Airport (IAD-Washington Dulles Intl.) to MDW every month.
How many flights are there from IAD to MDW?
Approximately 16 services are scheduled daily between Washington, DC Airport (IAD-Washington Dulles Intl.) and Chicago, IL Airport (MDW-Midway Intl.). Fasten your seat belt because your plane to Chicago is ready to take off.
How long does it take to fly from Washington, DC Airport (IAD-Washington Dulles Intl.) to Chicago, IL Airport (MDW-Midway Intl.)?
It takes approximately 4 hours and 9 minutes to travel from Washington, DC Airport (IAD-Washington Dulles Intl.) to Chicago, IL Airport (MDW-Midway Intl.). That’s a nice amount of time to begin your travel blog, do some eleventh-hour trip planning or read up about the terrific experiences that await you in Chicago.
What is the flight distance from Washington, DC Airport (IAD-Washington Dulles Intl.) to Chicago, IL Airport (MDW-Midway Intl.)?
Considered a short-haul trip, just 580 miles (930 km) separates Washington, DC Airport (IAD-Washington Dulles Intl.) and Chicago, IL Airport (MDW-Midway Intl.). Make yourself comfortable, but don’t get too relaxed! You’ll be landing in Chicago soon enough.
How many morning flights are there from IAD to MDW?
There are 49 morning flights going from IAD to MDW a week. Delta (DL) has 41 weekly services that depart before noon. For early risers, grab the first flight at 6:10AM.
How many afternoon flights are there from IAD to MDW?
Select one of the 63 weekly afternoon and evening flights from IAD to MDW and sleep in a little later. Popular carrier Delta (DL) advertises 44 of these later flights which leave from 12:25PM.
What is the earliest departure time out of Loudoun County to Chicago?
The earliest flight sets off from IAD at 5:40AM and lands at MDW at 10:55PM. Remember to give yourself sufficient time in the morning to get to your gate.
What is the latest departure time out of Loudoun County to Chicago?
The last flight takes off from IAD at 7:01PM and touches down at 12:40AM at MDW. You’ll have more than enough time to prepare for this trip.
What is the average price from Loudoun County to Chicago?
Round-trip tickets from IAD to MDW begin from around $167. Amazing deals get snapped up fast, so be prepared to hit “book” when you spot a bargain. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Washington to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Washington to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from IAD to MDW, we’ve got you covered here at Flights.com.

We present you with some of the hottest deals on airfare so stop that Google flights search. We want you to spend less on your flight from Washington to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.